Delta Decalactone

Product Name:

5-Decanolide

Synonyms:

Amyl-delta-valerolactone delta-Caprinolactone;Ethanethioic acid,S-Methyl ester (9CI);Decalactone Delta;6-pentyloxan-2-one;Natural 5-Decanolide;Natural delta-decalactone;delta-Decanolactone 95+%;(+/-)-DELTA-PENTYL-DELTA-VALEROLACTONE

CAS:

705-86-2

MF:

C10H18O2

MW:

170.25

EINECS:

211-889-1

Product Categories:

Cosmetics;Food Additive;-;C-D;Alphabetical Listings;Pyridines ,Halogenated Heterocycles;C-DFlavors and Fragrances;Certified Natural Products;Flavors and Fragrances

Mol File:

705-86-2.mol

Melting point 

−27 °C(lit.)

alpha 

0°(neat)

Boiling point 

117-120 °C0.02 mm Hg(lit.)

density 

0.954 g/mL at 25 °C(lit.)

FEMA 

2361 | DELTA-DECALACTONE

refractive index 

n20/D 1.458(lit.)

Fp 

>230 °F

Specific Gravity

0.9720.954

Water Solubility 

Soluble in water (4 mg/ml at 28°C), alcohols, and propylene glycol.

JECFA Number

232

BRN 

117520

InChIKey

GHBSPIPJMLAMEP-UHFFFAOYSA-N

CAS DataBase Reference

705-86-2(CAS DataBase Reference)

NIST Chemistry Reference

5-Hydroxy decanoic acid, lactone(705-86-2)

EPA Substance Registry System

2H-Pyran-2-one, tetrahydro-6-pentyl- (705-86-2)

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25-37/39-26

WGK Germany 

1

RTECS 

UQ1355000

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29322090

Provider

Language

SigmaAldrich

English

ACROS

English

ALFA

English

Chemical Properties

clear colorless to light yellow oily liquid

Chemical Properties

5-Decanolide is a flavor constituent of many types of fruit, cheese, and other dairy products. It is a colorless, viscous liquid with a creamy-coconut, peach-like aroma.

Chemical Properties

δ-Decalactone has an oily, peach odor and taste.

Occurrence

Reported found in rum, coconut, raspberry, apricot, bilberry, peach, strawberry, Swiss cheese, other cheeses, butter, milk, milk powder, mutton fat, mango and nectarine.

Preparation

δ-Decalactone can be prepared by peracid oxidation of 2-pentylcyclopentanone. (R)-δ-decalactone is obtained in high optical purity by starting from (R)-2- pentylcyclopentanone . Hydrogenation or fermentation of massoia lactone is also a practicable method to produce this enantiomer.
A newer development for the preparation ofδ-decalactone describes a carboxylation of 1-nonen-4-ol with carbon monoxide in the presence of a homogenous palladium catalyst in an aqueous system.

Definition

ChEBI: A delta-lactone that is 5-valerolactone substituted by a pentyl group at position 6.

Aroma threshold values

Detection: 100 ppb

Taste threshold values

Taste characteristics at 2 ppm: waxy, coconut, lactonic, fatty, creamy, nutty and fruity.

Chemical Synthesis

From hexylethylene oxide and sodium malonic ester; also from decanoic acid.

Raw materials

Capric acid